Just at the bottom of the stairs! The beach awaits...!
Welcome to Silver Sands, Unit 256 on Longboat Key!
We're right on the Gulf! No need to cross a busy street to get to the beach!
A bird's eye view!
Silver Sands Gulf Beach Resort -- iconic, well-known (and loved!), old Florida charm, located on Gulf of Mexico Dr., beach side, just 35 units!

Tropical Beach Condo!

1 bedroom·1 bath
Longboat Key • Florida
5(11 reviews)

$1,153.60 USD total for 3 nights

Oct 16 – 19, 2026

balcony + Gulf view
Living room with Gulf view
059-Unit 401-5
060-Unit 401-6
Beachfront Escape – Private Balcony, Gulf Views image 5

Panoramic Gulf View with Amazing Sunset.

1 bedroom·1 bath
Longboat Key • Florida
4.87(223 reviews)

$1,227.18 USD total for 3 nights

Sep 29 – Oct 2, 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1
052-Unit 64-2
059-Unit 64-9
058-Unit 64-8
060-Unit 64-10

Turtle Crawl Inn 64

1 bedroom·1 bath
Longboat Key • Florida
4.88(73 reviews)
$189 – $290/ night(excl. fees & taxes)
Right on the beach.Renovated ground Floor unit 63. image 1
020-Unit 63-4
023-Unit 63-7
024-Unit 63-8
Right on the beach.Renovated ground Floor unit 63. image 5

Turtle Crawl Inn 63

0 bedrooms·1 bath
Longboat Key • Florida
4.74(88 reviews)

$861.06 USD total for 3 nights

Sep 24 – 27, 2026

Welcome to The Beach on Longboat Key, Unit 224!
Warm and cozy!
Located mid-island, gulfside!
It's the good life.
White sand and turquoise waters!

Condo With a View 4: On the Beach!

1 bedroom·1 bath
Longboat Key • Florida
4.96(26 reviews)

$1,333.40 USD total for 3 nights

Sep 23 – 26, 2026

Welcome to The Beach, Unit 222!
The Beach complex from the waterfront - only 15 units, nice and quiet!
Pleasant!
View to the South - sit and stay a while!
Float the day away!

Condo with a View on Longboat Key

0 bedrooms·1 bath
Longboat Key • Florida
4.98(122 reviews)

$1,310.80 USD total for 3 nights

Sep 27 – 30, 2026

Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!

Ground Floor, Direct Oceanview on LBK!

0 bedrooms·1 bath
Longboat Key • Florida
5(28 reviews)

$1,141.30 USD total for 3 nights

Sep 23 – 26, 2026

View of condo from Sarasota Bay.
View of complex from public beach/Coquina Beach
Community pool
Sunrise over Sarasota Bay from condo decks/bedroom/living room
Sunset of the Gulf from condo and public beach/Coquina Beach

Sunrise/Sunset

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,815.25 USD total for 7 nights

Sep 23 – 30, 2026

The Surof House
The Surof House
The Surof House
The Surof House
The Surof House

The Surof House

2 bedrooms·1 bath
Bradenton Beach • Florida
5(2 reviews)

$2,020.86 USD total for 3 nights

Sep 27 – 30, 2026

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My Sunny home on the Bay. image 5
My Sunny home on the Bay. image 6

My Sunny home on the Bay.

2 bedrooms·2 baths
Bradenton • Florida
4.98(273 reviews)
$119 – $185/ night(excl. fees & taxes)
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My Peaceful place on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(187 reviews)
$111 – $195/ night(excl. fees & taxes)
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Tranquility on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(159 reviews)
$119 – $195/ night(excl. fees & taxes)
Making Waves
Making Waves
Making Waves
Making Waves
Making Waves

Making Waves

3 bedrooms·3 baths
Bradenton Beach • Florida
5(1 review)

$4,194.00 USD total for 4 nights

Sep 29 – Oct 3, 2026

Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!

Paradise at Seaplace on Longboat Key!

2 bedrooms·2 baths
Longboat Key • Florida

$8,425.50 USD total for 60 nights

Sep 23 – Nov 22, 2026

Aerial shot of house and pool.
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
Aerial of patio & pool
Pool & outdoor area at night.
Pool & Hot tub at night.

Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 bedrooms·2 baths
Bradenton • Florida
5(50 reviews)

$1,880.00 USD total for 3 nights

Dec 25 – 28, 2026

Backyard Oasis: Dive into relaxation with a sparkling pool and spa, surrounded by lush greenery!
Exterior: Vibrant sunsets and lush greenery await you in this stunning Bradenton retreat!
Living room with leather sofa, chairs and coffee table
Fully equipped kitchen with stainless steel appliances including French Door refrigerator with water and ice maker in door, glass electric stove, oven, microwave, coffee maker, electric tea kettle, dishes, cooking and baking pans, pots
Wood dining table

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

3 bedrooms·2 baths
Bradenton • Florida
5(75 reviews)
$109 – $756/ night(excl. fees & taxes)
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the Seaside 21

2 bedrooms·2 baths
Holmes Beach • Florida
4.77(22 reviews)
$280 – $680/ night(excl. fees & taxes)
Cozy coastal living with Smart TV & relaxing vibe
Lido Beach Pool & Pavilion, The 25-meter lap pool is open Friday through Sunday, from 10:00 am to 4:30 pm, weather permitting. Fees apply.
Primary queen suite with private ensuite and plenty of natural light
Lido Key Beach
Sunny dining area for morning coffee or family dinners

Lido Key | Steps to Beach, Walk to St. Armands

2 bedrooms·2 baths
Sarasota • Florida
4.97(39 reviews)
$279 – $696/ night(excl. fees & taxes)
Main living room with ample seating, dining today and bright sunshine gracing the windows.
Move the additional seating over to the couch after sitting down for dinner.
Lido Key Beach
Dinner for 4. Quick and easy access to the full size kitchen for home cooked meals while on vacay.
Queen bed, with additional ceiling fans if you like it really cold and of course your very own private full bathroom. Also, ample closet space to fully stretch out.

Lido Key Beach Escape | 2 Private Suites

2 bedrooms·2 baths
Sarasota • Florida
4.95(21 reviews)
$243 – $580/ night(excl. fees & taxes)
Welcome to your private paradise just minutes from the beach—where relaxation begins the moment you pull in.
Big group? No problem. Our extendable dining table fits up to 10—perfect for family feasts, card nights, or celebratory toasts.
Get the best of both worlds: soft and firm pillows, a private ensuite, blackout blinds for restful sleep, and a king bed made for unwinding. Plus, a smart TV for ultimate relaxation.
When the beach is a few blocks away but the pool is right here. Welcome to the best of both worlds.
Skip the restaurants (if you want to). This kitchen’s got everything: oven, microwave, fridge, dishwasher—even a TV so you don’t miss a moment.

Siesta Key Home | Heated Pool, Theater & Arcade

4 bedrooms·3 baths
Siesta Key • Florida
5(36 reviews)
$767 – $2,088/ night(excl. fees & taxes)
5 min walk to the best Beach in America! image 1
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5 min walk to the best Beach in America!

1 bedroom·2 baths
Siesta Key • Florida

$3,120.00 USD $2,823.00 USD total for 30 nights

Sep 23 – Oct 23, 2026

Private beach access is 350 steps from property gate
Incredible Pool
Gated access and covered parking
Brand new furnishings make this feel like a retreat
Enjoy meals inside or on the balcony

Beach, Bay, Food, Fun - 2BD/2BA

2 bedrooms·2 baths
Siesta Key • Florida
4.67(9 reviews)

$1,488.48 USD total for 5 nights

Oct 7 – 12, 2026

The tiny home sits on a private 1.5 acre inland peninsula!
[Patio] Shared outdoor living space with fire pit
[Living area] This luxury 270sqft craftsman style tiny home is in the ideal location for your beach getaway.
Outdoor dining options available in the screened in lounge.
[Kitchen] Fully equipped kitchen featuring stainless steel appliances & gas cooktop. Coffee maker for all the coffee lovers out there!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath
Sarasota • Florida

$449.00 USD total for 3 nights

Sep 23 – 26, 2026

[Living area] Smart TV with Netflix & Hulu
Waterfront tiny home sits on a private 1.5 acre inland peninsula! The perfect location for bird watching & kayaking around the lake.
[Living area] Doorway to the left leads into the main bedroom.
[Kitchen] Fully stocked & equipped kitchen with large farm sink and convection cooktop.
[Living area] French doors open up into the spacious backyard. Sofa converts into a bed for additional sleeping space.

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath
Sarasota • Florida

$571.00 USD total for 3 nights

Sep 23 – 26, 2026